Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit

Ryuuta Fukutomi, Aya Tanatani, Hiroki Kakuta, Nobuo Tomioka, Akiko Itai, Yuichi Hashimoto, Koichi Shudo, Hiroyuki Kagechika

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Tetraguanidines (1 and 2) with an aromatic multilayered structure exhibit potent binding to a specific site of DNAS with binding constants of the order of 107 M-1 as deduced from Scatchard analysis of ultrafiltration data and simulation of CD titration curves. NMR spectra of the complexes indicated that 1 and 2 bind DNAs sequence-specifically at the minor groove, as predicted by computational docking studies.

Original languageEnglish
Pages (from-to)6475-6478
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number36
Publication statusPublished - Sep 1998
Externally publishedYes

Fingerprint

Guanidines
DNA sequences
Ultrafiltration
Titration
Nuclear magnetic resonance
DNA

Keywords

  • Guanidines
  • Molecular recognition
  • NMR
  • Nucleic acids

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Fukutomi, R., Tanatani, A., Kakuta, H., Tomioka, N., Itai, A., Hashimoto, Y., ... Kagechika, H. (1998). Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit. Tetrahedron Letters, 39(36), 6475-6478.

Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit. / Fukutomi, Ryuuta; Tanatani, Aya; Kakuta, Hiroki; Tomioka, Nobuo; Itai, Akiko; Hashimoto, Yuichi; Shudo, Koichi; Kagechika, Hiroyuki.

In: Tetrahedron Letters, Vol. 39, No. 36, 09.1998, p. 6475-6478.

Research output: Contribution to journalArticle

Fukutomi, R, Tanatani, A, Kakuta, H, Tomioka, N, Itai, A, Hashimoto, Y, Shudo, K & Kagechika, H 1998, 'Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit', Tetrahedron Letters, vol. 39, no. 36, pp. 6475-6478.
Fukutomi R, Tanatani A, Kakuta H, Tomioka N, Itai A, Hashimoto Y et al. Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit. Tetrahedron Letters. 1998 Sep;39(36):6475-6478.
Fukutomi, Ryuuta ; Tanatani, Aya ; Kakuta, Hiroki ; Tomioka, Nobuo ; Itai, Akiko ; Hashimoto, Yuichi ; Shudo, Koichi ; Kagechika, Hiroyuki. / Aromatic layered guanidines bind sequence-specifically to DNA minor groove with precise fit. In: Tetrahedron Letters. 1998 ; Vol. 39, No. 36. pp. 6475-6478.
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